Growing up I always knew that I was hypersexual. As soon as I hit puberty, I couldn’t walk down a hallway at school without catching sight of sexy classmate and getting hard. I always ended up rushing to the bathroom for relief.
It didn’t help that I was surrounded by gorgeous women at home. I had two stepsisters that were absolute bombshells, Kelly and Ashley. Kelly had long brown hair that fell past her shoulders in silky waves. She had beautiful hazel eyes that drew your attention as soon as you looked at her face. At 5’6″ and 115 pounds, her frame was slender, but her 34c tits and amazing bubble butt gave her the right amount of curves. Ashley was a few inches shorter but matched Kelly’s build very closely. She had short cropped black hair that fell just down to her neck. Her skin was also paler than her sister’s.
Ashley was the sit-at-home-and-sketch artist type, while Kelly was more outdoorsy. Years of soccer and volleyball had toned Kelly’s muscles and tanned her skin to a beautiful bronze. Ashley’s skin was also looked delectable though. She had covered herself in amazing tattoos that always peaked out of the skimpy outfits she would wear around the house. They offered a fierce contrast to her porcelain complexion. There personalities were very different, but it never seemed to stop them from getting along.
My senior year in high school we were all living with our parents. Ashley was 23 and pursuing an apprenticeship as a tattoo artist at a shop close to home. Kelly was 20 and had decided to continue living at home while she went to a local college. Neither one of them saw the need to take on a rent payment while setting themselves up for a career.
I was coasting by in my last year of high school. To be honest I was regretting the lack of sex I’d had over the past four years. I couldn’t seem to get the attention of any of the girls at my school. Every time I tried to talk to one, I would get so self-conscious. I either didn’t say anything for fear of judgement, or I said something so stupid it justified my fear.
I didn’t think I was bad looking. I was 6 foot tall and weighed 170 lbs. I had decent muscle tone that could trick you into thinking I was athletically inclined. I had blond hair and green eyes. My mom and her friends always assured me that once I got a little older, and the girls were easier to talk to, I would be a real heartbreaker. Unfortunately, that made a shitty reference when breaking the ice with coeds. Needless to say, I had continued my tradition of masturbating three to four times a day to relieve the tension.
I woke up one Saturday morning and headed downstairs to see what the family had in store. “Good morning, Tommy”, my stepmom said as the smell of frying bacon seduced my stomach. She was wearing tight beige capri pants and a button up blouse. She left the top two buttons undone revealing just a hint of cleavage poking over the tank top she had on underneath. Her sandy blond hair was drawn back in a ponytail. The last few weeks I had really started to see how sexy she was. At 34 her body was in better shape than any of my friend’s moms. Her breasts were easily a 32F. She had long tone legs and her ass had the perfect amount of fat.
We had an amazing friendship for a stepmother and son. My birth mother had divorced my father when I was only six, splitting my time between two houses. When my father remarried, Lisa brought two daughters along to live with my dad. After the first few months, she had won me over with trips to the movies and surprise toys. We have been close ever since.
“Morning Lisa. You guys got plans today?”, I asked taking a seat at the kitchen table.
“Me and John are going to meet some of his friends from work to play golf. Are you going with Ashley to the art walk downtown this morning?”
“No. I think I am going to play halo with Mike later.”
“Are you sure? You might meet a cute girl.”
“I’ll take my chances at the loss,” I concluded.
After I had eaten breakfast, I went back to my room. I was pleased to know that I had the house to myself this morning. Kelly, being the last family member home, had soccer practice that morning. I waited another hour or so, and after my sisters left and my parents said goodbye, I broke out my lap top and started looking through my favorite porn sights.
I picked a video where a young-looking guy was getting his dick sucked by a milf. She was blowing him with serious motivation. Every few seconds she would deep throat his cock and gag thick saliva all over his shaft. I was ten minutes into the video when I got a wicked idea. Pressing pause, I stood up from the computer chair I had been using at my jerk off station (or desk, if you’re a fucking prude) and made my way down the hall to Kelly’s room. I wasted no time diving into her underwear drawer and finding a pair of black silk panties. They were boy shorts with a cute lacy back. I headed back to my room with my new prize in tow. I hit play on the video and watched as I slowly rubbed the silky material across my throbbing rod.
The texture was so smooth, and every time it completed a voyage across my cock, precum would drip down my shaft to be cleaned off with the next swipe. The milf in the video continued her oral assault, and I started to envision Lisa giving me the same great treatment. I had never fantasized about her before and my breath caught in my throat at how erotic the mental image was. The blood in my cock surged towards the tip, and I had to stop for a few seconds to let my dick throb. I was amazed at how turned on I was by this new fetish. I took Kelly’s panties and wrapped them around my dick and slowly began jerking. I felt a tall wave of cum churning around inside my balls. I let my head roll back and closed my eyes envisioning Lisa gagging a thick layer of spit on my cock and stroking me with her hand at the same time.
“I’m gonna cum in your mouth Lisa,” I whispered with my eyes still closed imagining her presenting me with her open mouth. The silky fabricate made one last brush against the glans of my tip and I exploded. Rope after rope of cum shot out of my cock and across my hands and chest. It continued pulsing for what felt like and eternity. I finally came back to my body and realized I still had the panties wrapped around my cock in a death grip.
“Is this what you do when were gone!?”
The shout drew my gaze instantly to my bedroom door. Ashley was standing there staring at me. I guess in my heated state, I hadn’t heard her come home. I was frozen. I had no idea how long she had been watching me or what she had heard. “I swear if those are my panties, you’re dead,” she growled. She stalked crossing the room in three strides. Grabbing a fold of the panties that were peeking out of my hands, she briskly pulled them from my cock, still sensitive from its recent climax. The sensation caused me to moan slightly. She either didn’t care or didn’t notice. Upon realizing that they weren’t hers, she returned her gaze to me. I finally realized that I was naked with my torso covered in jizz. I got up and found a towel laying on my bedroom floor to cover myself with. I finally found words after what felt like years of shocked silence.
“Ashley look you can’t tell anyone about this. I was really horny, and I lost control of myself.” I was about to have a nervous breakdown. Did she hear me whispering my fantasy about her mom? If she did, would she tell? I didn’t know how I would face my family if that happened.
“That doesnt mean you can just rummage through our underwear. Did you get these from Kelly’s drawer?”
“Yeah,” I replied shamefully.
“Well get them from the hamper next time. You have no right to invade other people’s living space. How would you like your privacy violated like that?”
My mind was blown. My first thought was you watching me shoot cum out all over the place felt pretty violating. I stifled that comment though, not the time to start a new argument. Was she only upset that I had snooped through Kelly’s room?
“You’re right.” I replied, the words almost a question. “Are you not mad that I used her panties to jack off?” I asked really confused.